NP-MRD: Showing NP-Card for (1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid (NP0306118)

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Record Information

Version

2.0

Created at

2022-09-10 22:23:59 UTC

Updated at

2022-09-10 22:23:59 UTC

NP-MRD ID

NP0306118

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

Description

(1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid is found in Prunus persica.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 01251307212D          

 27 31  0  0  0  0            999 V2000
   -0.9025    1.4929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1881    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881    0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.1572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6170    0.2553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6170    1.0804    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3314   -0.1571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0459    1.0804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0459    0.2554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7604    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7604   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4748    0.2554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4748    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459    1.9054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -0.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4748   -0.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0582   -1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2998    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -0.5697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    2.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  8  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  0  0  0  0
  7  9  1  0  0  0  0
  9 11  1  1  0  0  0
  8  9  1  0  0  0  0
 10  8  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
  8 14  1  6  0  0  0
  9 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  1  1  0  0  0
  7 19  1  6  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  5 22  1  6  0  0  0
  4 23  1  6  0  0  0
  4 24  1  1  0  0  0
  6 25  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  1 27  1  1  0  0  0
M  END

     RDKit          2D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -2.6640    6.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    5.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    4.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    3.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442    4.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294    5.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5413    7.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971    5.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090    3.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -2.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -1.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257    0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2114    0.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249    1.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654    1.6800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287    2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4553    2.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    4.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0539    8.0692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557    6.5420    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879    2.9798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5315    4.8313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359    4.8012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    5.6862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    8.1189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059    6.6698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    5.2368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8998    4.2791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070    2.8146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8288    2.2750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -2.5134    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275   -0.4182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -2.9436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617   -3.1066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8632   -2.9358    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474   -1.0553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8139   -2.6154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -0.0816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7617    1.7847    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917    0.1160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1427    1.1032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    5.2948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  3  1  6
  3  2  1  0
  2  1  2  3
  4 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 22 21  1  0
 21 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  2  0
  4 10  1  0
 11 21  1  0
 11 10  1  0
  2  6  1  0
 13 15  1  0
 10 37  1  6
  9 35  1  0
  9 36  1  0
  8 33  1  0
  8 34  1  0
  7 32  1  0
  5 30  1  0
  5 31  1  0
  3 28  1  0
  3 29  1  0
  1 26  1  0
  1 27  1  0
 22 48  1  1
 25 49  1  0
 21 47  1  6
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  1
 20 46  1  0
M  END


  Mrv0541 01251307212D          

 27 31  0  0  0  0            999 V2000
   -0.9025    1.4929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1881    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881    0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.1572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6170    0.2553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6170    1.0804    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3314   -0.1571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0459    1.0804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0459    0.2554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7604    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7604   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4748    0.2554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4748    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459    1.9054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -0.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4748   -0.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0582   -1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2998    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -0.5697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    2.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  8  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  0  0  0  0
  7  9  1  0  0  0  0
  9 11  1  1  0  0  0
  8  9  1  0  0  0  0
 10  8  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
  8 14  1  6  0  0  0
  9 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  1  1  0  0  0
  7 19  1  6  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  5 22  1  6  0  0  0
  4 23  1  6  0  0  0
  4 24  1  1  0  0  0
  6 25  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  1 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0306118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@]3(C)CC[C@H](O)[C@@]21OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O6/c1-9-7-17-8-18(9,24)6-3-10(17)19-11(20)4-5-16(2,15(23)25-19)13(19)12(17)14(21)22/h10-13,20,24H,1,3-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19+/m1/s1

> <INCHI_KEY>
XPVLCCOOMVYREG-VBFWKCISSA-N

> <FORMULA>
C19H24O6

> <MOLECULAR_WEIGHT>
348.3903

> <EXACT_MASS>
348.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.410636246342285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S,8S,9S,10R,11S,14S)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
0.5569274803333335

> <ALOGPS_LOGS>
-1.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.949657530728263

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1951243868950545

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049282849307442

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
85.45289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8S,9S,10R,11S,14S)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JAN-13         0                                  
HETATM    1  C   UNK     0      -1.685   2.787   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.351   2.017   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.351   0.477   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.685  -0.293   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.018   0.477   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.018   2.017   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.352  -0.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.686   2.017   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.686   0.477   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.019   2.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.019  -0.293   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.353   0.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.353   2.017   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -5.686   3.557   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -5.686  -1.063   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.353  -1.063   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.442  -2.152   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -9.893   0.477   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.352  -1.833   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.686  -2.603   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.018  -2.603   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      -3.018  -1.063   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      -1.685  -1.833   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.433   1.781   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.018   3.557   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.233   2.745   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.685   4.327   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   23   24                                             
CONECT    5    4    6    7   22                                             
CONECT    6    1    8    5   25                                             
CONECT    7    5    9   19                                                  
CONECT    8    6    9   10   14                                             
CONECT    9    7   11    8   15                                             
CONECT   10    8   13                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13   16   18                                             
CONECT   13   12   10                                                       
CONECT   14    8                                                            
CONECT   15    9   16                                                       
CONECT   16   12   15   17                                                  
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    5                                                            
CONECT   23    4                                                            
CONECT   24    4   25   26                                                  
CONECT   25    6   24                                                       
CONECT   26   24                                                            
CONECT   27    1                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Value	Source
GA60	HMDB
(1R,2R,5S,8S,9S,10R,11R,14S)-5,14-Dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylate	Generator

Chemical Formula

C₁₉H₂₄O₆

Average Mass

348.3903 Da

Monoisotopic Mass

348.15729 Da

IUPAC Name

(1R,2R,5S,8S,9S,10R,11S,14S)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

Traditional Name

(1R,2R,5S,8S,9S,10R,11S,14S)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@]3(C)CC[C@H](O)[C@@]21OC3=O

InChI Identifier

InChI=1S/C19H24O6/c1-9-7-17-8-18(9,24)6-3-10(17)19-11(20)4-5-16(2,15(23)25-19)13(19)12(17)14(21)22/h10-13,20,24H,1,3-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19+/m1/s1

InChI Key

XPVLCCOOMVYREG-VBFWKCISSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Prunus persica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy-7-aporphines. These are aporphines containing a hydroxyl group at the 7-position.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Hydroxy-7-aporphines

Direct Parent

Hydroxy-7-aporphines

Alternative Parents

Substituents

Hydroxy-7-aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Aralkylamine
Benzenoid
1,2-aminoalcohol
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary aliphatic amine
Acetal
Secondary amine
Organic oxygen compound
Amine
Organic nitrogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.21	ALOGPS
logP	0.56	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.45 m³·mol⁻¹	ChemAxon
Polarizability	47.41 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002073

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319820

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid (NP0306118)

MOL for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D MOL for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D SDF for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D-SDF for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

PDB for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D PDB for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

SMILES for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

INCHI for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

Structure for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D Structure for NP0306118 ((1r,2r,5s,8s,9s,10r,11r,14s)-5,14-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)